Address Awkward Directly

A story about an executive coach named Glow who demonstrates how to create authentic connections by directly addressing uncomfortable situations, even with high-level executives.

Key Principles of Glow's Approach

  • Forces executives out of logical/surface-level communication
  • Makes people be "real" and more human in professional settings
  • Addresses uncomfortable situations directly that others avoid
  • Gets people to express genuine feelings, including negative ones

Technique Examples

  • Directly calls out physical behaviors others won't mention
    • Example: Pointed out CEO's nervous neck-grabbing tick that no one else would address
    • Shows willingness to break social norms for authentic communication

Why It Works

  • Creates psychological safety by modeling direct communication
  • Breaks through typical executive meeting dynamics
    • Moves past standard "Type A" business discussions
    • Forces discussion beyond goals, plans, and surface-level topics
  • Enables genuine emotional expression
    • Allows people to voice frustrations
    • Creates space for real human connection

Implementation Context

  • Used successfully in executive team building
  • Applied during off-sites and team meetings
  • Particularly effective with high-level leadership teams
  • Requires experience and authority to execute well
  • Built trust over long-term relationships (14+ years with some executives)

The key insight is that addressing awkward or uncomfortable situations directly, rather than ignoring them, creates more authentic and effective professional relationships - even at the highest levels of business.

SP

Shaan Puri

Host of MFM

Shaan Puri is the Chairman and Co-Founder of The Milk Road. He previously worked at Twitch as a Senior Director of Product, Mobile Gaming, and Emerging Markets. He also attended Duke University.

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